Duval County · Southside · Established

The Complete Windy Hill Guide. (2026)

An affordable, established Southside neighborhood minutes from the St. Johns Town Center, The Avenues, and the Southside job centers. Here is the honest local guide to Windy Hill.

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Executive Summary

Windy Hill is an established residential neighborhood in the Southside area of Jacksonville, valued for its affordability and its central location minutes from the St. Johns Town Center, The Avenues, and the Southside job centers. It offers older single-family homes at a price well below the gated and master-planned communities nearby.

The neighborhood draws value-focused first-time buyers, Southside workers, and investors attracted by the central location and the proximity to the region largest shopping and employment hubs. Condition varies across the older homes, and most streets carry no mandatory HOA.

For pricing context, Windy Hill carried a median sale price near 210,000 dollars over the trailing twelve months according to Redfin, down about 8 percent year over year. That figure is third-party market context and not a NEFAR statistic, so a specific home should be priced off recent comparable sales given the range of condition.

Quick Facts

CategoryDetail
LocationSouthside Jacksonville, near the Southpoint and Tinseltown area off Belfort and Salisbury roads
CountyDuval County
ZIP code32216
HomesEstablished single-family homes
BuiltMostly later 20th-century homes
Home sizesMostly modest to midsize homes
AmenitiesMinutes to the Town Center, central Southside, generally no mandatory HOA
SchoolsDuval County Public Schools (confirm zoning by address; magnet/choice options)
Gate / HOAGenerally no mandatory HOA

Community Overview & History

Affordable and central on the Southside

The Southside near Southpoint and Tinseltown is the commercial heart of Jacksonville, and Windy Hill sits within it as an affordable established neighborhood, older homes minutes from the Town Center, The Avenues, and the Butler Boulevard job corridor. Its appeal is value and an unbeatable central location.

How it feels on the ground today

Windy Hill reads as a practical, value-focused neighborhood where older homes draw first-time buyers, Southside workers, and investors. As with any affordable established area, condition varies widely from home to home, so the right home matters more than the average.

The Area and What You Are Buying

Windy Hill is an established neighborhood rather than a master plan, so the choices come down to the home, the lot, and the condition.

Established homes

Older single-family homes are the value core, often outside HOA restrictions.

Proximity pockets

Streets closest to the Town Center and Butler Boulevard carry convenience for shopping and commuting.

Condition range

Homes run from updated to original, so condition is the main pricing factor.

Real Estate Market

Windy Hill appeals to value-focused first-time buyers, Southside workers, and investors who want a central location near the Town Center at an affordable price.

The median sale price was near 210,000 dollars over the trailing twelve months per Redfin, down about 8 percent year over year. Because the older homes vary in condition, a specific home should be priced from the closest comparable sales rather than the neighborhood median.

For investors, the proximity to the Town Center and the Southside job centers makes it a practical rental area, but confirm condition and any rules before buying.

Who Lives Here

Windy Hill draws value-focused buyers, Southside workers, and investors who want a central, affordable address minutes from the Town Center. The mix of older homes and the lack of HOA rules in many pockets keeps the buyer pool broad.

Schools

Windy Hill is part of Duval County Public Schools. Elementary, middle, and high attendance zones are assigned by home address, and Duval County also offers magnet and school-choice programs along with private and parochial options nearby. Confirm the exact zoning for a particular Windy Hill address with the district before you buy, since assignments can change.

Amenities & Lifestyle

Windy Hill leans on its central Southside location rather than built community amenities.

Minutes to the Town Center

The St. Johns Town Center and The Avenues, the region largest shopping destinations, are minutes away.

Central Southside job access

The Butler Boulevard, Southpoint, and Deerwood job corridors are a short drive away.

Generally no HOA

Many streets are outside HOA restrictions, giving owners flexibility.

Highway access

I-95, Butler Boulevard, and the Southside corridors connect the area to downtown, the beaches, and St. Johns County.

HOA, CDD & Costs

Most of Windy Hill is outside mandatory HOA restrictions, which gives owners flexibility but means exterior standards vary. Confirm the status for any specific home, since a few pockets may carry an HOA.

Budget for updates on older homes that may need roof, HVAC, or systems work, since condition varies widely.

Pull the flood designation for the specific address and a current insurance quote, since Southside pockets near creeks vary.

Commute Analysis

DestinationTypical drive
St. Johns Town CenterAbout 5 to 10 minutes
The Avenues mallAbout 5 minutes
Downtown JacksonvilleAbout 15 to 20 minutes
Jacksonville beachesAbout 25 minutes
Interstate 95About 5 minutes

Windy Hill is one of the most central affordable Southside neighborhoods, with the Town Center and The Avenues minutes away, I-95 about five, and downtown and the beaches a short drive, which keeps it connected despite its value price point.

Shopping & Dining

Windy Hill is minutes from the St. Johns Town Center and The Avenues, two of the region largest shopping and dining destinations, plus the everyday retail of the Southside corridors. Few neighborhoods in Jacksonville pair this much shopping and employment with an affordable price.

Pros and Cons

Pros

  • Affordable pricing in a central Southside location
  • Minutes from the St. Johns Town Center and The Avenues
  • Quick access to the Southside job corridors and I-95
  • Generally no HOA, which gives owners flexibility
  • Practical for first-time buyers, Southside workers, and investors

Cons

  • Older homes may need updates or systems work
  • No HOA in many pockets means exterior standards vary
  • Condition varies widely, so careful pricing is needed
  • Surrounding commercial corridors carry heavy traffic
  • Confirm flood per address near Southside creeks

Windy Hill vs. Comparable Communities

CommunityHow it compares to Windy Hill
SandalwoodA nearby established Southside area, a comparison for value buyers weighing location and price.
Southside EstatesA neighboring established Southside area, a comparison for central, value buyers.

Hidden Things Buyers Should Know

Confirm the flood zone per address

Southside pockets near creeks vary, so pull the flood designation and an insurance quote for the specific home.

No HOA cuts both ways

The lack of HOA gives flexibility but means exterior standards vary, so walk the specific street as well as the listing.

Condition spans a wide range

Windy Hill runs from updated to original homes, so inspect carefully and price off the closest comparable sales.

Momentum Expert Insight

Jon Brooks · Co-Founder, Momentum Realty

Windy Hill is one of the best value-meets-location plays on the Southside. You can be minutes from the Town Center and the job corridors at a price that is hard to find anywhere this central.

My advice is to buy on condition and confirm the flood zone. With everything from updated homes to original ones and most streets outside an HOA, we inspect thoroughly and price off the closest comparable sales.

Looking for an affordable home minutes from the Town Center? Windy Hill is one of the best value Southside locations. We can help you find the right home and price it correctly. Reach out any time.

Selling a Home in Windy Hill

Selling in Windy Hill is about presenting a clean, move-in-ready home and highlighting the unbeatable central location and the value to practical buyers and investors. Honest disclosure and tidy presentation move homes in this value-aware market.

We price from the closest comparable sales for the right home and condition and market the central Southside location and the value to the buyers and investors who shop the Town Center area.

What Is Your Windy Hill Home Worth?

Get a no-obligation home value for your Windy Hill home, based on real comparable sales in the community rather than an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.

Talk to a Windy Hill Expert

Whether you are buying, selling, or just gathering information about Windy Hill, drop your details below. Every inquiry comes straight to us, and we will personally help you and connect you with the right agent. No obligation, no spam.

Frequently Asked Questions

Where is Windy Hill in Jacksonville?
Windy Hill is in the Southside area of Jacksonville, near the Southpoint and Tinseltown area, minutes from the St. Johns Town Center, in the 32216 area.
What do homes in Windy Hill cost?
The median sale price was near 210,000 dollars over the trailing twelve months per Redfin. That is third-party context, not a NEFAR figure, so price a specific home off comparable sales.
Is Windy Hill close to the Town Center?
Yes. Windy Hill is roughly 5 to 10 minutes from the St. Johns Town Center and about 5 minutes from The Avenues mall.
Does Windy Hill have an HOA?
Most of Windy Hill is outside mandatory HOA restrictions, though a few pockets may carry one, so confirm the status for a specific home.
Is Windy Hill affordable?
Yes. It is one of the more affordable established Southside neighborhoods, priced well below the gated and master-planned communities nearby.
What schools serve Windy Hill?
Windy Hill is part of Duval County Public Schools, with magnet and choice options. Confirm the exact zoning for an address with the district.
How far is Windy Hill from downtown Jacksonville?
Windy Hill is roughly 15 to 20 minutes from downtown, with I-95 about 5 minutes away.
Is Windy Hill a good investment?
Its central Southside location and affordable price make it a practical rental area, though the return depends on the specific home and condition, so underwrite each property individually.
Is Windy Hill near the beaches?
Windy Hill is roughly 25 minutes from the Jacksonville beaches via Butler Boulevard.
Are homes in Windy Hill old?
Yes. The housing stock is mostly later 20th-century, so condition and updates vary widely by home.
Is Windy Hill in a flood zone?
Southside pockets near creeks vary, so pull the flood designation for the specific address rather than assuming.
What is Windy Hill known for?
Windy Hill is known as an affordable, central Southside neighborhood minutes from the Town Center and the Southside job corridors.
Is Windy Hill good for families?
Its affordability, central location, and Duval County schools appeal to families and first-time buyers. Confirm zoning and condition for your needs.
Do homes in Windy Hill need updating?
Many do, since the housing stock is older, so inspect carefully and budget for roof, HVAC, or systems work as needed.
Who should I call about buying in Windy Hill?
Call Momentum Realty at (904) 351-6461 or use the form on this page, and we will connect you with a Southside specialist.
Do I need my own agent to buy in Windy Hill?
Yes. The listing agent works for the seller. Your own agent represents only you, reads the condition honestly, pulls the true comparable sales, and structures an offer that protects you.

If you are weighing Windy Hill against other Southside Jacksonville neighborhoods, these guides are a good next step.